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Arts Events and Things to do in Pittsfield, MA

Search for something you love or check out popular events in your area.

Going fast
Watercolor Portrait Painting W/ Nancy Roman
Thu, Jun 4, 5:30 PM
Torrington · Torrington Library
Going fast
Watercolor Portrait Painting W/ Nancy Roman
Thu, Jun 4, 5:30 PM
Torrington · Torrington Library
Forever Plaid, The Musical
Fri, Sep 25, 7:30 PM + 3 more
Springfield · 52 Sumner Avenue, Springfield, MA, USA
Forever Plaid, The Musical
Fri, Sep 25, 7:30 PM + 3 more
Springfield · 52 Sumner Avenue, Springfield, MA, USA
Sales end soon
DANCE PRACTICE PARTY
Tomorrow at 7:00 PM + 27 more
Suffield · Fred Astaire Suffield
Sales end soon
DANCE PRACTICE PARTY
Tomorrow at 7:00 PM + 27 more
Suffield · Fred Astaire Suffield
May Flowers Paint & Sip, Canton
Sun, May 24, 2:00 PM
Canton · Ben & Jerry’s
May Flowers Paint & Sip, Canton
Sun, May 24, 2:00 PM
Canton · Ben & Jerry’s
An Evening With David Sedaris
Wed, May 27, 7:00 PM
Rhinebeck · Oblong Books [Rhinebeck]
An Evening With David Sedaris
Wed, May 27, 7:00 PM
Rhinebeck · Oblong Books [Rhinebeck]
Into the Faerie Realm
Sun, Jun 14, 1:00 PM
Wilbraham · Fern Valley Farms
Into the Faerie Realm
Sun, Jun 14, 1:00 PM
Wilbraham · Fern Valley Farms
Alexis Rockman & Dorothy Spears in Conversation with Kurt Andersen
Sun, Aug 16, 4:00 PM
Litchfield · Belden House & Mews
Alexis Rockman & Dorothy Spears in Conversation with Kurt Andersen
Sun, Aug 16, 4:00 PM
Litchfield · Belden House & Mews
Almost full
Jazz, Gin, Money and Murder Mystery at Revival Wheeler Mansion B&B
Sat, Jun 20, 6:00 PM
Orange · 75 E Main St
Almost full
Jazz, Gin, Money and Murder Mystery at Revival Wheeler Mansion B&B
Sat, Jun 20, 6:00 PM
Orange · 75 E Main St
Going fast
Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B
Sat, Jul 11, 6:00 PM
Orange · 75 E Main St
Going fast
Scandal of Whistlewind - Mystery Dinner at Revival Wheeler Mansion B&B
Sat, Jul 11, 6:00 PM
Orange · 75 E Main St
Paint & Sip at QUARTERS BAR
Fri, May 29, 6:30 PM
Saratoga Springs · 183 Ballston Ave
Paint & Sip at QUARTERS BAR
Fri, May 29, 6:30 PM
Saratoga Springs · 183 Ballston Ave
Almost full
May 2026 Student Showcase At Putnam Place
Tomorrow at 7:30 PM
Saratoga Springs · Putnam Place
Almost full
May 2026 Student Showcase At Putnam Place
Tomorrow at 7:30 PM
Saratoga Springs · Putnam Place
Sales end soon
Kids Student Showcase | May 2026
Tomorrow at 5:00 PM
Saratoga Springs · Putnam Place
Sales end soon
Kids Student Showcase | May 2026
Tomorrow at 5:00 PM
Saratoga Springs · Putnam Place
Sales end soon
Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place
Tuesday at 6:30 PM
Rhinecliff · Morton Memorial Library
Sales end soon
Cynthia McVay, UNDER THE CRUCIAN SUN: A Memoir of Place
Tuesday at 6:30 PM
Rhinecliff · Morton Memorial Library
Raise a Glass to Comedy at the Parting Glass with Headliner Jay Rivituso
Today at 7:30 PM
Saratoga Springs · The Parting Glass
Raise a Glass to Comedy at the Parting Glass with Headliner Jay Rivituso
Today at 7:30 PM
Saratoga Springs · The Parting Glass
Mozart in May '26: More Opera Highlights!
Sat, May 23, 3:00 PM
Kent · St Andrew's Church Kent
Mozart in May '26: More Opera Highlights!
Sat, May 23, 3:00 PM
Kent · St Andrew's Church Kent
Berkshire Arts Collective & Pride Art Exhibit Planning Team (Pittsfield, MA
Thu, May 28, 6:30 PM + 1 more
Pittsfield · Berkshire Athenaeum, Pittsfield's Public Library
Berkshire Arts Collective & Pride Art Exhibit Planning Team (Pittsfield, MA
Thu, May 28, 6:30 PM + 1 more
Pittsfield · Berkshire Athenaeum, Pittsfield's Public Library
CONNIE MARIE RAO& LIVE BAND "LOVE LETTERS LOST & FOUND" DINNER SHOW
Sat, Nov 14, 6:00 PM
Saratoga Springs · Saratoga Springs City Center
CONNIE MARIE RAO& LIVE BAND "LOVE LETTERS LOST & FOUND" DINNER SHOW
Sat, Nov 14, 6:00 PM
Saratoga Springs · Saratoga Springs City Center
Hudson Valley Improv Touring Company
Sat, May 30, 7:00 PM
Kingston · Arts Society of Kingston
Hudson Valley Improv Touring Company
Sat, May 30, 7:00 PM
Kingston · Arts Society of Kingston
Golden Embers Belly Dance Showcase
Sun, Jun 7, 4:00 PM
Kingston · Arts Society of Kingston
Golden Embers Belly Dance Showcase
Sun, Jun 7, 4:00 PM
Kingston · Arts Society of Kingston
The Art of Rest- Pop Up ArtShow & Wellness Day
Sat, May 23, 12:00 PM
Windsor · 77 Pierson Ln
The Art of Rest- Pop Up ArtShow & Wellness Day
Sat, May 23, 12:00 PM
Windsor · 77 Pierson Ln

Trends in Pittsfield

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Frequently asked questions about Pittsfield

What are the best events to attend?

According to Eventbrite, the best events are:

Watercolor Portrait Painting W/ Nancy Roman

Forever Plaid, The Musical

May Flowers Paint & Sip, Canton

An Evening With David Sedaris

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

mothers day brunch

stand up comedy

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Raise a Glass to Comedy at the Parting Glass with Headliner Jay Rivituso

Kids Student Showcase | May 2026

DANCE PRACTICE PARTY

May 2026 Student Showcase At Putnam Place